I was going to sit this one out, but...
I think the threads are scewed up. I bought a Tap and Die kit...I have never used a tap and Die set in my life...
[too late]
Start screws by hand. If the screw is reluctant to start don't force it, the screw should go in easily. As mentioned previously, check for binding due to part alignment, don't tighten the screws until they are all in and started, and check for entry angle. If a thread does get buggered sometimes you get lucky and have access to the back side of the fastener; insert the screw from the back side and run it through and out the face side. This will essentially re-form the threads. This isn't ideal but it works.
If a screw is reluctant to start, turn it backwards(!) in the hole and you will almost always be able to feel a little click/pop where the screw threads back over the beginning of the lead-in threads in the nut or bolt hole. When you feel the little click try to start the screw again. If it still fails, reverse the screw again until you feel a click. This trick works best on fine threads and small screws but it can also help on coarse threads too.
[/too late]
What you want to do is 'Chase the Threads', not cut new ones like a tap is intended to do, though you can use a tap to do the job. Standard taps are actually designed to cut new threads rather than chase existing ones. Every time you use a standard tap to chase a set of bolt threads, the tap will also remove more of the existing threads. This reduces the overlap of the female threads. This reduced overlap can often lead to stripped threads unless you use less torque on the fastner.
Use a Tee handle and use lots of cutting oil. Line up the tap as best you can with the existing hole and threads. Turn the tap in a little, then back it out, then in a bit more and back it out some. This in/out action will allow the cutting oil to carry away any chips. If chips are allowed to build up the tap can break; taps are very hard but very brittle. If you break a tap in the hole your life will get a lot more difficult because you can't drill out a broken tap in most cases.
If the screw simply won't start you may be lucky and only need to dress the top turn of the threads to fix the lead-in thread. If you forced the screw in until it bound up then you will have to chase the entire hole.
May the force be with you